2416-95-7

Basic information

• Product Name: 3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol
• Synonyms: 3,3',5,5'-Tetraisopropyl-1,1'-biphenyl-4,4'-diol;3,3',5,5'-Tetraisopropyl-4,4'-biphenyldiol;3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol;4,4'-Bi(2,6-diisopropylphenol);Dipropofol;2,2',6,6'-Tetraisopropyl-p,p'-biphenol;3,3',5,5'-Tetraisopropyl-4,4'-dihydroxybiphenyl;3,3',5,5'-Tetrakis(1-Methylethyl)-[1,1'-biphenyl]-4,4'-diol
• CAS NO: 2416-95-7
• Molecular Formula: C₂₄H₃₄O₂
• Molecular Weight: 354.54
• Mol File: 2416-95-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 107.0 to 111.0 °C
• Boiling Point: 451.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.007±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 10.54±0.40(Predicted)
• CAS DataBase Reference: 3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol(2416-95-7)
• EPA Substance Registry System: 3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol(2416-95-7)

Safety Data

• Hazardous Substances Data: 2416-95-7(Hazardous Substances Data)

Usage

Description

3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol is a chemical compound characterized by its unique molecular structure, featuring a biphenyl core with hydroxyl groups at the 4,4' positions and isopropyls at the 3,3',5,5' positions. This structure endows it with specific chemical and physical properties that make it suitable for various applications.

Uses

Used in Pharmaceutical Industry:
3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol is used as an intermediate in the synthesis of various pharmaceutical compounds due to its unique chemical structure and reactivity. Its ability to form stable derivatives with other molecules makes it a valuable component in the development of new drugs.
Used in Chemical Research:
3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol is utilized as a research compound in the field of organic chemistry. Its distinct structure allows scientists to study its properties and interactions with other molecules, which can lead to the discovery of new chemical reactions and applications.
Used in Material Science:
3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol can be employed in the development of new materials with specific properties. Its molecular structure may contribute to the creation of materials with enhanced stability, reactivity, or other desirable characteristics.
Used in Antioxidant Applications:
3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol, similar to Dipropofol, may exhibit antioxidant and radical scavenging activity. This property can be harnessed in various industries, such as the food and pharmaceutical industries, to protect products from oxidative damage and extend their shelf life.
Used in Antimicrobial Applications:
As an antibacterial agent, 3,3',5,5'-Tetraisopropylbiphenyl-4,4'-diol could be used in the development of new antimicrobial products, particularly against Gram-positive bacteria. Its potential application in this area could contribute to the fight against antibiotic-resistant bacteria and improve public health.

Upstream product

• 2178-51-0 3,3',5,5'-tetraisopropyldiphenoquinone 
• 2078-54-8 2,6-diisopropylphenol 
• 13423-73-9 4-hydroxy-3,5-diisopropylbenzoic acid 
• 99-96-7 4-hydroxy-benzoic acid 
• 99-62-7 1,3-diisopropylbenzene 

Downstream Products

• 2178-51-0 3,3',5,5'-tetraisopropyldiphenoquinone 

Relevant articles and documents

Selective Formation of 4,4′-Biphenols by Anodic Dehydrogenative Cross- and Homo-Coupling Reaction

A simple and selective electrochemical synthesis by dehydrogenative coupling of unprotected 2,6- or 2,5-substituted phenols to the desired 4,4′-biphenols is reported. Using electricity as the oxidizing reagent avoids pre-functionalization of the starting materials, since a selective activation of the substrates takes place. Without the necessity for metal-catalysts or the use of stoichiometric reagents it is an economic and environmentally friendly transformation. The elaborated electrochemical protocol leads to a broad variety of the desired 4,4′-biphenols in a very simplified manner compared to classical approaches. This is particular the case for the cross-coupled products.

A dual-functional heterogeneous ruthenium catalyst for the green one-pot synthesis of biphenols

A green one-pot synthesis of biphenols using O2 and H2 was achieved using a magadiite-supported Ru nanoparticle catalyst. This catalyst selectively promoted the oxidative coupling of phenols to diphenoquinones with O2, followed by the successive reduction of these diphenoquinones to biphenols using H2 in a single reactor.

Commercial manufacturing of propofol: Simplifying the isolation process and control on related substances

A commercially viable manufacturing process for propofol (1) is described. The process avoids acid-base neutralization events during isolation of intermediate, 2,6-di-isopropylbenzoic acid (3) and crude propofol, and thus simplifies the synthesis on industrial scale to a considerable extent. Syntheses of five impurities/related substances (USP and EP) are also described.